So, you book first and offer it for rent! <snip>
Correct. Most of my rentals are reservations I made inside the 60 day discount/upgrade window. Of course, what that means is I have a maximum of forty-five days to seal the deal. Often way less than 45 days. In a sense, I'm bottom-feeding -- trying to find cancellations or availability that seem not to have been noticed (but which could really be cancellations). It is time-consuming. I am almost always points-challenged so when I find something, I have to decide whether it is better than what I have. Cancel
Record-keeping is also time-consuming. I maintain Excel sheets to keep track of reservations, including when I sent a guest confirmation and when I was paid. I track revenue and expenses in Quicken, which allows me to generate reports that are extremely useful come time to file taxes. And I maintain a PowerPoint file with reservations and prices so when someone asks if I have availability somewhere, I can just send the .pdf version of the .ppt file, with a "Here's what I've got right now but it changes fairly often."
I could probably do everything in Microsoft Access. I've done some database development in Access but it was back in the '90s. I'm not sure I'm up to the task.
Where do you list your rentals if not at Airbnb? <snip>
TUG2, TUG LMR, Craig's List, RedWeek.com, and ebay in no particular order and not often on all of them for a particular reservation. I think I've posted before that I concentrate on relatively few resorts. Reservations at those resorts are most likely to be listed on RedWeek.com because you can edit those listings to change the dates, unit size, price, etc., as long as the resort stays the same. I'll use the same listing three or four times before it expires. RedWeek.com listings cost $25.50 (with the discount) so the savings can add up.